Tetrahedron letters

2-(4-Nitrophenyl) sulfonylethoxycarbonyl (Nsc) group as a base-labile α-amino protection for solid phase peptide synthesis

VV Samukov, AN Sabirov, PI Pozdnyakov

Index: Samukov, Vladimir V.; Sabirov, Aydar N.; Pozdnyakov, Pavel I. Tetrahedron Letters, 1994 , vol. 35, # 42 p. 7821 - 7824

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Citation Number: 40

Abstract

Abstract Base-lable 2-(4-nitrophenylsulfonyl) ethoxycarbonyl (Nsc) group is proposed for a temporary α-amino protection in the solid phase peptide synthesis. Nsc-Group is cleaved by organic bases in aprotic solvents under mild conditions similar to that used for Fmoc-group. Several Nα-Nsc amino acids are prepared and used in the solid phase synthesis of the fragment 307–318 of S-protein from bovine eye retina.